{"id":"W4367833983","doi":"10.1002/cmdc.202300165","title":"Synthesis of Thieno[3,2‐<i>d</i>]pyrimidine Derivatives through Sequential S<sub>N</sub>Ar and Suzuki Reactions as Selective <i>h</i>‐NTPDase Inhibitors","year":2023,"lang":"en","type":"article","venue":"ChemMedChem","topic":"Adenosine and Purinergic Signaling","field":"Biochemistry, Genetics and Molecular Biology","cited_by":9,"is_retracted":false,"has_abstract":true,"ca_institutions":"Université Laval; University of Winnipeg","funders":"Fonds de Recherche du Québec - Santé; Natural Sciences and Engineering Research Council of Canada","keywords":"Chemistry; Suzuki reaction; Pyrimidine; Aryl; Stereochemistry; Amine gas treating; Selectivity; Boronic acid; Nucleophilic substitution; Docking (animal); Medicinal chemistry; Combinatorial chemistry; Catalysis; Organic chemistry","routes":{"ca_aff":true,"ca_fund":true,"ca_venue":false,"about_ca":false,"invisible_to_affiliation_only":false},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.00007850299,0.0003453278,0.000280436,0.0001374287,0.0001182458,0.0001653343,0.0002997998,0.0002623146,0.001601699],"category_scores_gemma":[0.00007422353,0.0001462771,0.0002291582,0.0001667362,0.00009228058,0.0001668829,0.000153304,0.0003165434,0.0004766269],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0001803288,"about_ca_system_score_gemma":0.0002263586,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0006418594,"about_ca_topic_score_gemma":0.001919112,"domain_scores_codex":[0.9999547,0.000007235085,0.000004191573,0.000009449495,0.00001058948,0.00001380225],"domain_scores_gemma":[0.9999733,0.00000262778,0.000009056203,0.000003091148,0.00000540219,0.00000654963],"domain_codex":null,"domain_gemma":null,"domain_candidate":null,"domain_consensus":null,"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","study_design_scores_codex":[0.0001617018,0.0000606109,0.0001330777,0.0004435853,0.00003009062,0.0002763232,0.00003789249,0.001052998,0.9879744,0.0005929251,0.0002558964,0.008980591],"study_design_scores_gemma":[0.000123966,0.00191952,0.00156403,0.00002601141,0.00006623218,0.0005275374,0.00002821746,0.002182235,0.9735215,0.0001498137,0.01986166,0.00002925353],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9458213,0.01639261,0.01989297,0.0002069253,0.0001372214,0.000390843,0.001395602,0.0003319168,0.01543057],"genre_scores_gemma":[0.9700925,0.007731857,0.01529619,0.00007433999,0.0000158066,0.0001415671,0.0006803664,0.00002425251,0.005943102],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001601699,"threshold_uncertainty_score":0.005358219,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01578587008501893,"score_gpt":0.2571281688289302,"score_spread":0.2413422987439113,"validation_status":"score_only:v0-immature-baseline","note":"Baseline scores from an immature model (maturity gate not passed). Scores rank; they never assert a category."}}